Downtown Winchester, Virginia
Discover shopping, dining, and accommodation in downtown Winchester.
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ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
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Hotels
Holiday Inn Winchester Se-Historic Gateway
333 Front Royal Pike
Winchester, Virginia
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St
Winchester, Virginia
Country Inn & Suites By Carlson, Winchester, VA
141 Kernstown Commons Blvd
Winchester, Virginia
Aloft Winchester
1055 Millwood Pike (Rt. 50 East)
Winchester, Virginia
Comfort Inn Winchester
1601 Martinsburg Pike
Winchester, Virginia
Courtyard by Marriott Winchester
300 Marriott Drive
Winchester, Virginia
Hampton Inn - Winchester N/Convention Center
1204 Berryville Avenue
Winchester, Virginia
Sleep Inn & Suites
140 Costello Dr
Winchester, Virginia
Wingate by Wyndham - Winchester
150 Wingate Dr
Winchester, Virginia
Hilton Garden Inn Winchester
120 Wingate Drive
Winchester, Virginia
Econo Lodge North
1593 Martinsburg Pike
Winchester, Virginia
Holiday Inn Express Hotel & Suites Winchester
142 Foxridge Ln
Winchester, Virginia
TownePlace Suites by Marriott Winchester
170 Getty Ln
Winchester, Virginia
Americas Best Value Inn
2649 Valley Ave
Winchester, Virginia
Fairfield & Suites by Marriott Winchester
250 Front Royal Pike
Winchester, Virginia
Super 8 Winchester Va
1077 Millwood Pike
Winchester, Virginia
Travelodge - Winchester
160 Front Royal Pike
Winchester, Virginia
Candlewood Suites Winchester
1135 Millwood Pike
Winchester, Virginia
Hampton Inn Winchester-University/Mall Area
1655 Apple Blossom Dr
Winchester, Virginia
BEST WESTERN LEE JACKSON INN
711 MILLWOOD AVE
Winchester, Virginia
Red Roof Inn Winchester, VA
991 Millwood Pike
Winchester, Virginia
Hotel Tips
Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.
Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.
Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.
Things To Do
Winchester has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!
Winchester is the place to buy jewelry offered by downtown merchants with a wide variety of lovely earrings, necklaces, bracelets and of course diamond rings. You are sure to find the top artisan brands and jewelry maker that brings a special touch to each piece offered.
Winchester is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.
Why Do You Love Downtown?
Kate O'Rorke
We love the amazing shops and restaurants. The city is so clean and everyone is friendly and welcoming.
Tammy Grubbs
First time visitors
Brandon Trujillo
Great Food
Deborah Wilson
We enjoy local dining and shopping.
Carrie AGNEW
why not?
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The American Cancer Society does not endorse any product or service.